Source Job

Canada

  • Drive revenue growth by developing and expanding relationships with mid-market customers across Canada.
  • Lead value-based sales cycles from prospecting and discovery through negotiation and closing.
  • Collaborate with cross-functional teams to develop pipeline and support long-term customer success.

SaaS Sales MEDDPICC DevSecOps Outbound Prospecting Negotiation

20 jobs similar to Commercial Account Executive - Mid-Market, Canada

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$135,000–$162,000/yr
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  • Partner with Account Executives to shape deal strategies and lead discovery conversations.
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Canada

  • Lead outbound prospecting and outreach across LinkedIn, email, and phone to engage business decision-makers.
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The company provides AI-powered software delivery solutions, helping organizations plan and execute software projects through structured Planning Sprints. It offers an inclusive and flexible work environment with a focus on modern AI tools and professional growth.

North America 18w maternity 18w paternity

  • Lead and develop a team of ~7 Account Executives to drive net-new logo acquisition across SME, Mid Market, and Emerging Enterprise accounts.
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$72,000–$85,000/yr
US Unlimited PTO

  • Own the full sales cycle from prospecting to close across Mid-Market accounts.
  • Build and manage your own pipeline through strategic outbound prospecting and account penetration.
  • Execute high-volume outbound activity, including cold calling, as a primary driver of new opportunity creation.

Employ is transforming how hiring gets done with its ATS solutions Jobvite, Lever, and JazzHR plus cutting-edge AI Companions. More than 26,000 global customers rely on Employ, a remote-first team of builders and innovators with a people-first philosophy.

Canada

  • Lead enterprise new business acquisition and own revenue performance against growth targets.
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The company is a B2B software/SaaS provider focused on enterprise sales and new business acquisition. It fosters a remote-first, collaborative culture that values coaching, data-driven decisions, and professional growth.

$97,500–$105,000/yr
Canada

  • Lead the full end-to-end sales cycle, from lead generation to contract negotiations and deal closure.
  • Develop and manage sales strategies for target account selling and identify growth opportunities.
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Smile Digital Health provides a FHIR-based data liberation platform for healthcare stakeholders to collect and exchange data. They were ranked #19 on Deloitte's Technology Fast 50 for 2024 and foster a culture of respect, inclusion, and belonging.

Canada

  • Manage full-cycle sales from lead qualification and discovery calls to product demonstrations, negotiation, and closing.
  • Convert qualified inbound leads and build long-term relationships with salon, spa, and wellness business owners.
  • Collaborate with cross-functional teams and use CRM and AI-enabled tools to achieve ambitious sales targets.

They provide innovative SaaS solutions for the salon, spa, beauty, and wellness industries, helping business owners streamline operations and drive revenue growth. Their culture emphasizes collaboration, inclusivity, professional development, and employee well-being.

$200,000–$217,000/yr
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  • Drive new business in the Mid-Market segment, owning the full sales cycle from prospecting to closing for companies with 50-175 trucks across Canada.
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Motive provides a platform that helps businesses manage drivers, vehicles, equipment, and fleet-related spend in a single system, using AI to automate and simplify tasks for safety, operations, and finance teams. The company serves nearly 100,000 customers, from Fortune 500 enterprises to small businesses, and fosters a growth-minded, inclusive culture focused on ownership and collaboration.

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Vanta provides a Trust Management Platform that automates security monitoring and compliance for standards like SOC 2, HIPAA, and ISO 27001. The company has a kind, talented team and values continuous learning, with many employees succeeding without prior security experience.

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The company is a cybersecurity SaaS provider specializing in AI-powered email security solutions. It operates in a fast-paced, high-growth environment focused on innovation, continuous improvement, and cross-functional collaboration.

Canada

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UK

  • Own the full outbound sales cycle for mid-market merchants across diverse industries.
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  • Collaborate cross-functionally to drive net-new logo acquisition and exceed revenue goals.

Square is a commerce platform that helps sellers accept payments, manage operations, and access financial services. As part of Block, Square serves businesses of all sizes globally and fosters an inclusive culture.

North America Unlimited PTO 18w maternity 12w paternity

  • Own and close complex SaaS deals with companies from 300-2,500 employees, focusing on $75k+ ACV opportunities.
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  • Drive the full sales cycle from first touch to close, negotiating annual or multi-year contracts.

Webflow is the agentic web marketing platform for modern marketing teams, helping organizations build, manage, and optimize high-performing web experiences. It is a privately held, remote-first company that values craft, quality, and ownership.

$180,000–$250,000/yr
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  • Own the full sales cycle for mid-market accounts, from prospecting to close.
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Vantage is a FinOps platform that helps engineering teams manage and optimize cloud costs across major providers. With a remote-friendly culture and a team of ~55 employees in New York City, they are backed by top investors and trusted by companies like Block and Canva.

$73,000–$87,600/yr
Canada

  • Manage complex, high-ARR accounts and drive growth through strategic partnerships.
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Workleap is a Montreal-based tech company creating simple products for the work experience, including ShareGate for Microsoft 365. Trusted by 15,000+ companies, we are builders who value intensity and autonomy.

Americas

  • Lead strategic outbound prospecting to identify and engage high-value prospects.
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They are a growing technology company transforming how architecture, engineering, and construction professionals access building codes, compliance information, and product research. The company emphasizes collaboration, professional development, and meaningful industry impact.

Europe 6w PTO

  • Own the full sales cycle for Mid-Market accounts in the Rest of Region, from outbound prospecting to close.
  • Run high-volume outbound and qualify inbound demand to build your own pipeline.
  • Engage technical buyers with sharp discovery, demos, and proofs of concept.

n8n is an open workflow orchestration platform built for AI-powered automation, giving technical teams the freedom of code with the speed of no-code. It has grown into a diverse remote-first team of over 260 across Europe and the US, backed by a community of 650,000+ developers and a $5.2bn valuation.

$200,000–$265,000/yr
US Unlimited PTO

  • Lead JumpCloud's Commercial Direct Sales team of 5-7 Account Executives to drive new customer acquisition.
  • Own commercial territory strategy and pilot AI-native outbound prospecting methodologies.
  • Report to the VP of Global Sales and deliver predictable ARR growth with MEDDPICC coaching.

JumpCloud is an AI-powered IT management platform that secures the modern workforce. It is a remote-first company with teams in 15+ countries and a culture centered on building connections.

Canada Unlimited PTO

  • Lead growth enablement strategy across sales, account management, onboarding, and customer activation.
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  • Partner with cross-functional leaders to drive enablement impact and continuous improvement.

A B2B SaaS company enabling sales and customer teams in the restoration field services sector. Remote-first across Canada, with a collaborative culture focused on growth and well-being.

US Unlimited PTO

  • Design and execute quarterly and annual sales plans to drive revenue growth and meet team quotas.
  • Provide inclusive, servant leadership to nurture and coach a team of Account Executives.
  • Partner cross-functionally with Sales Enablement, Product, Marketing, and Customer Success to ensure team efficiency.

Osano is a leading data privacy platform that helps organizations comply with global privacy regulations. They are a B-Corporation backed by top-tier investors, recognized as a Great Place to Work for four consecutive years, and known for their energetic, kind, and intentional culture.